Uracinine derivative

Diels-Alder reactions of glyoxylates have recently found application in natural product total synthesis. For example, Schmidt and Wagner used such a cycloaddition as a key step in synthesis of uracinine derivative 3, a component of the nucleoside antibiotic blasticidin S (Scheme 4-II).13 Interestingly, when unsymmetrical diene 1 undergoes [4 + 2] cycloaddition with a glyoxylate, only one series of regioisomers is produced, which has the incorrect orientation for synthesis of 3.14 However, if the o-benzoyl... 

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See also in sourсe #XX -- [ ]

See also in sourсe #XX -- [ ]

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